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A kind of preparation method of bicyclic cationic complex metal iridium-pyridazine crystal material

A cationic, crystalline material technology, applied in luminescent materials, indium organic compounds, organic chemical methods, etc., can solve problems such as short phosphorescence lifetime, achieve laser protection, improve nonlinear optical performance, and good nonlinear optical absorption effect. Effect

Active Publication Date: 2020-11-20
江苏美科太阳能科技股份有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Among several common heavy metal complexes, metal iridium complexes can produce strong triplet emission. What’s more, their phosphorescence lifetime is relatively short, luminous efficiency is high, photothermal stability is relatively high, and the luminous color can be controlled by ligands. Regulation, good solubility (even in water and solution), and easy synthesis and purification have attracted much attention in recent years. At present, there are few related reports on metal iridium-pyridazine crystal materials

Method used

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  • A kind of preparation method of bicyclic cationic complex metal iridium-pyridazine crystal material
  • A kind of preparation method of bicyclic cationic complex metal iridium-pyridazine crystal material
  • A kind of preparation method of bicyclic cationic complex metal iridium-pyridazine crystal material

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Experimental program
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Effect test

Embodiment 1

[0036] Step 1: Iridium dichloro bridge compound [Ir(dfppy) 2 (μ 2 -Cl)] 2 Synthesis

[0037] Add hydrated iridium trichloride (350mg, 1mmol) and 2-(2,4-difluoro) phenylpyridine ligand (0.5ml, 2.5mmol), ethylene glycol ether 45mL and water 15mL in the gram flask, the flask Heat and reflux at 135° C. for 24 hours under the condition of sealing, vacuuming and nitrogen protection. During the reaction, the temperature is strictly controlled and isolated from the air. Cool to room temperature. Suction filtration was carried out with a small cloth funnel, and the obtained precipitate was washed with ethanol and petroleum ether to remove reactants and impurities. CH 2 Cl 2 Extraction and further purification yielded the target product as a light yellow powder, which was dried in vacuum and weighed (385 mg, 30%).

[0038] Step 2: Synthesis of auxiliary ligands, the synthetic route is as follows figure 1 (A)

[0039] Take 4-ethynylaniline (0.40g, 3.4mmol) and 3,6-bis(2-pyridyl)-1...

Embodiment 2

[0045] Step 1 and step 2 are the same as embodiment 1;

[0046] Step 3: In a 100ml reaction flask, put 60mg of 3,6-bis-2-pyridyl-4-methylphenylpyridazine and 120mg of fluorine metal iridium dimer and add 40ml of dichlorohexane and 15ml of methanol , and then 60 mg of potassium hexafluorophosphate was added thereto. Nitrogen was blown into the bottle for 15 minutes for protection, then the temperature was raised in an oil bath at 85°C, and the reaction was stirred and refluxed for 24 hours. The reaction solution was added with silica gel and spin-dried, and finally separated by column chromatography (dichloromethane-ethanol), and the ribbon was collected by spotting and spin-dried to obtain 68 mg of metal iridium complex solid.

[0047] Step 4: Dissolve the product of step 3 in dichloromethane according to the ratio of metal iridium complex solid: dichloromethane: buffer layer: n-hexane = 1mmol: 1mL: 1mL: 2mL, and then slowly dropwise add buffer layer, and then slowly drop n-...

Embodiment 3

[0049] Step 1 and step 2 are the same as embodiment 1;

[0050] Step 3: In a 100ml reaction flask, put 60mg of 3,6-bis-2-pyridyl-4-methylphenylpyridazine and 120mg of fluorine metal iridium dimer and add 40ml of dichlorohexane and 15ml of methanol , and then 70 mg of potassium hexafluorophosphate was added thereto. Nitrogen was blown into the bottle for 15 minutes for protection, then the temperature was raised in an oil bath at 85°C, and the reaction was stirred and refluxed for 24 hours. The reaction solution was added with silica gel and spin-dried, and finally separated by column chromatography (dichloromethane-ethanol), and the ribbon was collected by spotting and spin-dried to obtain 62 mg of metal iridium complex solid.

[0051] Step 4: Dissolve the product of step 3 in dichloromethane according to the ratio of metal iridium complex solid: dichloromethane: buffer layer: n-hexane = 1mmol: 1mL: 1mL: 2mL, and then slowly dropwise add buffer layer, and then slowly drop n-...

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Abstract

The invention belongs to the fields of laser protection and electroluminescent devices, and discloses a preparation method of a bicyclic cationic complex metal iridium-pyridazine crystal material. Inthe preparation method disclosed by the invention, the optical crystal material is formed by coordinating connection of a cationic fluorine-containing metal iridium dimer and 3,6-di-2-pyridyl-4-tolylpyridazine, and the crystal material has excellent fluorescence emission and nonlinear absorption performance. The preparation method disclosed by the invention utilizes the coordination of metal and nitrogen atoms to coordinate the fluorine-containing metal iridium dimer and the 3,6-di-2-pyridyl-4-tolylpyridazine to form an organic-inorganic hybrid functional complex, and then obtains a final crystal material by a normal-temperature diffusion method. The metal complex material has the advantages of high fluorescence quantum efficiency of organic matter and good stability of inorganic matter, thus being a luminescent material with potential application prospects.

Description

technical field [0001] The invention belongs to the field of laser protection and electroluminescent devices, and in particular relates to a preparation method of a bicyclic cationic complex metal iridium-pyridazine crystal material. Background technique [0002] Nonlinear optics is the study of nonlinear phenomena produced by media under the action of strong light. Applying it to some new materials and new technologies such as light-sensitive optical devices, laser protection will greatly improve people's lives. Recently, many luminescent materials such as organometallic compounds have become a research hotspot in optical functional materials because of their advantages such as wide band range and strong nonlinear response. It is still a big challenge to design and synthesize organic ligands purposefully, select appropriate metal ions, and construct complexes with expected structures and functions under appropriate conditions. [0003] Different metal center ions have diff...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F15/00C09K11/06
CPCC07B2200/13C07F15/0033C09K11/06C09K2211/185
Inventor 钱军聂谦英李璐
Owner 江苏美科太阳能科技股份有限公司
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